May half term holiday cottages
With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 24 holiday cottages matching your search in Dartmoor...
Greenawell Farm Cottages
7 nights from £1921
7 nights from £918
The Granary
60102 bedroom self catering cottage near Moretonhampstead, South Devon.
If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...
7 nights from £918
From £94 per night
Olive
5755Shepherds hut with wood-fired outdoor bathtub in South Devon.
Nestled in a tranquil meadow on the edge of Dartmoor National Park, Olive is a charming shepherd's hut, perfect for blissful days and star gazing nights surrounded by nature. For t...
From £94 per night
7 nights from £517
Horseshoe Cottage
57472 bedroom self catering cottage near Moretonhampstead, Dartmoor.
Welcoming a true Dartmoor gem! This charming semi-detached stone cottage nestles neatly within the grounds of Greenawell Farm, boasting oodles of space, homely touches, and a fabul...
7 nights from £517
7 nights from £2078
Rydon
55053 bedroom, dog friendly cottage near Bovey Tracey, South Devon.
Introducing Rydon, a 15th Century barn which has been restored and crafted into this most luxurious and comfortable retreat. This 'once upon a time' flower store has been architect...
7 nights from £2078
7 nights from £486
Stable Cottage
54461 bedroom self catering cottage near Moretonhampstead, Dartmoor.
Welcome to Stable Cottage! This gem of a cottage is part of a converted courtyard of traditional stone farm buildings and nestles perfectly within the picturesque Greenawell Farm ...
7 nights from £486
7 nights from £1165
The Swallows
52943 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.
The Swallows, a fabulous rural retreat awaits. Nestled in the most picturesque countryside, surrounded by the most special sights and sounds mother nature can offer, along with bei...
7 nights from £1165
From £94 per night
Nellie's Nook
5348Dog friendly shepherds hut with wood-fired outdoor bathtub.
Welcome to Nellie's Nook, a delightful little hideaway nestled in a secluded spot close to Dartmoor National Park. Ideal for that romantic escape for two, or a tranquil solo getawa...
From £94 per night
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £795 *
Pulborough House
52564 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Welcome to Pulborough House, a lovingly restored detached white farmhouse in the centre of the much sought-after village of Lydford, including Devon Pub of the Year 2024, The Castl...
7 nights from £795 *
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15% off
19 Sep 2025 - 26 Sep 2025
From £625.00 £531.25
7 nights from £532
Little Oaks
49782 bedroom self catering cottage near Tavistock, Dartmoor.
Welcome to Little Oaks, a tranquil single-storey getaway nestled on the western edge of the majestic Dartmoor National Park. Its wonderfully peaceful location means this is an idyl...
7 nights from £532
With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Dartmoor. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.
